1-{2-[4-(trifluoromethyl)-1-piperidinyl]ethyl}-2-imidazolidinone | 1191047-90-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-{2-[4-(trifluoromethyl)-1-piperidinyl]ethyl}-2-imidazolidinone
• 英文别名: 1-{2-[4-(Trifluoromethyl)piperidin-1-yl]ethyl}imidazolidin-2-one；1-[2-[4-(trifluoromethyl)piperidin-1-yl]ethyl]imidazolidin-2-one
• CAS: 1191047-90-1
• 化学式: C₁₁H₁₈F₃N₃O
• 分子量: 265.279
• InChiKey: NQBIMHIJXJNAFK-UHFFFAOYSA-N

物化性质

• 沸点：
  388.4±42.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1,3-二碘苯 、 1-{2-[4-(trifluoromethyl)-1-piperidinyl]ethyl}-2-imidazolidinone 在 copper(l) iodide 、 potassium hydroxide 、 trans-1,2-cyclohexanediamine 作用下， 以 甲苯 为溶剂， 生成 1-(3-iodophenyl)-3-{2-[4-(trifluoromethyl)-1-piperidinyl]ethyl}-2-imidazolidinone
  参考文献：
  名称：

  Dopamine D3 receptor antagonists: The quest for a potentially selective PET ligand. Part 3: Radiosynthesis and in vivo studies

  摘要：

  Compound 1 is a potent and selective antagonist of the dopamine D-3 receptor. With the aim of developing a carbon-11 labeled ligand for the dopamine D-3 receptor, 1 was selected as a potential PET probe. [C-11]1 was obtained by palladium catalyzed cross coupling using [11C] cyanide and 4 with a specific activity of 55.5 +/- 25.9 GBq/mu mol (1.5 +/- 0.7 Ci/mu mol). [C-11]1 was tested in porcine and non-human primate models to assess its potential as a radioligand for PET imaging of the dopamine D-3 receptor. We conclude that in both species and despite appropriate in vitro properties, [C-11]1 does not show any specific signal for the dopamine D-3 receptor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.055
• 作为产物：
  描述：

  4-(trifluoromethyl)piperidine hydrochloride 、 1-(2-氯乙基)-2-咪唑啉酮 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以90%的产率得到1-{2-[4-(trifluoromethyl)-1-piperidinyl]ethyl}-2-imidazolidinone
  参考文献：
  名称：

  Dopamine D3 receptor antagonists: The quest for a potentially selective PET ligand. Part 3: Radiosynthesis and in vivo studies

  摘要：

  Compound 1 is a potent and selective antagonist of the dopamine D-3 receptor. With the aim of developing a carbon-11 labeled ligand for the dopamine D-3 receptor, 1 was selected as a potential PET probe. [C-11]1 was obtained by palladium catalyzed cross coupling using [11C] cyanide and 4 with a specific activity of 55.5 +/- 25.9 GBq/mu mol (1.5 +/- 0.7 Ci/mu mol). [C-11]1 was tested in porcine and non-human primate models to assess its potential as a radioligand for PET imaging of the dopamine D-3 receptor. We conclude that in both species and despite appropriate in vitro properties, [C-11]1 does not show any specific signal for the dopamine D-3 receptor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.055

文献信息

• Dopamine D3 receptor antagonists: The quest for a potentially selective PET ligand. Part 3: Radiosynthesis and in vivo studies
  作者：Idriss Bennacef、Cristian A. Salinas、Thomas A. Bonasera、Roger N. Gunn、Hélène Audrain、Steen Jakobsen、Nabeel Nabulsi、David Weinzimmer、Richard E. Carson、Yiyun Huang、Ian Holmes、Fabrizio Micheli、Christian Heidbreder、Gabriella Gentile、Tino Rossi、Marc Laruelle

  DOI：10.1016/j.bmcl.2009.07.055

  日期：2009.9

  Compound 1 is a potent and selective antagonist of the dopamine D-3 receptor. With the aim of developing a carbon-11 labeled ligand for the dopamine D-3 receptor, 1 was selected as a potential PET probe. [C-11]1 was obtained by palladium catalyzed cross coupling using [11C] cyanide and 4 with a specific activity of 55.5 +/- 25.9 GBq/mu mol (1.5 +/- 0.7 Ci/mu mol). [C-11]1 was tested in porcine and non-human primate models to assess its potential as a radioligand for PET imaging of the dopamine D-3 receptor. We conclude that in both species and despite appropriate in vitro properties, [C-11]1 does not show any specific signal for the dopamine D-3 receptor. (C) 2009 Elsevier Ltd. All rights reserved.